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This study introduces a novel chemoenzymatic route to create biobased polyesters from (-)-α-pinene. These new polymers exhibit enhanced thermal properties, paving the way for a circular bioeconomy.

Keywords:
biopolymersenzymeslactonesretrosynthesisterpene

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Area of Science:

  • Polymer Chemistry
  • Biotechnology
  • Sustainable Materials

Background:

  • Increased production of biobased polymers is crucial for a circular bioeconomy, but renewable feedstocks often lack suitable functional groups for polymerization.
  • Petroleum-based materials face limitations, driving the need for sustainable alternatives derived from biomass.

Purpose of the Study:

  • To develop a chemoenzymatic method for synthesizing biobased polyesters from (-)-α-pinene.
  • To engineer enzymes for efficient production of key lactone intermediates.
  • To evaluate the properties of the resulting pinene-derived polyesters.

Main Methods:

  • Retro-biosynthetic analysis to design a synthetic route.
  • Chemoenzymatic synthesis utilizing (-)-α-pinene as a renewable feedstock.
  • Semirational enzyme engineering of cyclohexanone monooxygenase for lactone biosynthesis.
  • Ring-opening polymerization of the derived lactone.
  • Characterization of polyester properties (degradation, glass transition temperature).

Main Results:

  • A chemoenzymatic route was established from (-)-α-pinene to a verbanone-based lactone.
  • Pinene-derived polyesters demonstrated higher degradation and glass transition temperatures than poly(ϵ-decalactone).
  • Enzyme engineering successfully produced the key lactone intermediate with 39% conversion in biocatalytic upscaling.

Conclusions:

  • The developed chemoenzymatic strategy enables the production of advanced biobased polyesters from renewable resources.
  • Engineered enzymes facilitate the efficient synthesis of necessary lactone precursors.
  • The resulting polyesters possess desirable thermal properties, offering a sustainable alternative to petroleum-based plastics.